1952 年 72 巻 7 号 p. 899-904
Products obtained by the condensation of acetylene (I) and ammonia (II) invariably possess even-numbered carbon atoms, odd-numbered pyridine (IV) and lutidines not being formed at all. Even in compounds with even-numbered carbons, α-picoline, γ-picoline and 2, 3, 6-collidine are formed, but not β-picoline and 1, 3, 6-collidine. The present workers succeeded in obtaining pyridine as well as β-picoline and 3, 5-lutidine by the addition of methanol in the mixture of (I) and (II). Various catalysts were tried and Cd-phosphate, -chromate, -tungstate, -titanate and -vanadate were found to give the best yields of pyridine, with Fuller's earth used as the carrier. The best temperature range was found to be 350-425°, molar ratio of (I), (II) and MeOH at 1:1:1, the highest yield of (IV) being 23.7% calculated from the amount of (I) used.